🎨 Suffolk County Fall & Holiday Craft Fair Guide 2025

If you’re anything like me, you know fall on Long Island isn’t just about cozy sweaters and pumpkin spice — it’s about celebrating community, creativity, and connection 🧡

Every weekend across Suffolk County, local makers and small businesses bring their passion to life with handmade crafts, artisan goods, and holiday gifts you won’t find in stores. Whether you’re browsing for decor ideas 🏡, supporting local creators, or just soaking up that hometown charm, these upcoming craft fairs are the perfect way to spend a crisp fall day.

And of course — if you ever fall in love with a new town along the way, I’d be happy to help you explore homes there, too 😉

🍂 October Highlights

🗓️ October 4–5: Smithtown Village Fall Craft Fair

📍 Smithtown Historical Society Grounds, 239 East Main Street, Smithtown

Kick off the season surrounded by handcrafted art, local treats, and live music! Bring the family (and your pups 🐾) to stroll the beautiful historical grounds and support Smithtown’s vibrant artisan community.

🗓️ October 4–5: Craft Fair Weekend at The Shoppes at East Wind (Wading River)

📍 5768 NY-25A, Wading River

A North Fork favorite! Explore dozens of craft tents nestled among The Shoppes’ carousel, bakery, and boutiques. Perfect for a fall outing — grab cider donuts and shop small! 🍎🛍️

🗓️ October 5: St. James Day Street Fair

📍 Lake Avenue, St. James

This lively local tradition transforms Lake Ave into a festival of food, vendors, and crafts. Expect family fun, great eats, and plenty of holiday inspiration 🎁

🗓️ October 18–19: Port Jefferson Harvest Fest

📍 Downtown Port Jefferson, near 118 W. Broadway

One of the most picturesque fall weekends on the island 🍁 Enjoy waterfront views, artisan booths, live entertainment, and pumpkin-decorating for the kids.

🗓️ October 18: Hampton Bays Harvest Fair

📍 Hampton Bays United Methodist Church, 158 W. Montauk Hwy

A cozy, community-driven event with baked goods, local crafts, and warm fall vibes. You’ll leave with something handmade — and probably a slice of pie, too 🥧

🗓️ October 19: Sayville Fall Fest

📍 Main & South Main Street, Sayville

Sayville always delivers that small-town magic ✨ Shop artisans, enjoy live music, and take in the colorful autumn atmosphere.

🎁 November & December Events

🗓️ November 1–2: Craft Fair Weekend at The Shoppes at East Wind

📍 5768 NY-25A, Wading River

If you missed it in October, here’s your second chance! Find unique handmade holiday gifts and seasonal décor.

🗓️ December 6–7: St. James Indoor Craft Fair (Smithtown East HS)

📍 10 School Street, St. James

An indoor favorite to wrap up the season — perfect for snagging last-minute gifts, local art, and festive ornaments. 🎄🎁

🏡 Why This Realtor Loves Local Events

As a real estate advisor, I always tell my clients: “Fall is the best time to fall in love with your community.” 🍂

Craft fairs aren’t just about shopping — they’re about meeting your neighbors, discovering hidden gems, and feeling that sense of home we all crave.

If you’re exploring new towns or thinking about making a move in Suffolk County, these events are a great way to get a feel for each community’s personality — from historic Smithtown charm to the coastal energy of the Hamptons.

✨ Looking for local insights, home tips, or off-market listings?

Email me anytime or follow along on Instagram @MelissaInfanzon_LivingLongIsland for more community guides, market updates, and Hamptons-to-Huntington lifestyle inspo 🌊🏡